Best Porsche Cayman S Year to Buy
There is no single best Porsche Cayman S year: the right one depends on your budget and what you want from the car. Across 447 verified sales, the 2006 is the most affordable at $24,961 and trades most often (154 verified sales). The 2014 has held its value best, now worth 109% of its original MSRP.
Data: DriveIndex. 9 model years with at least 10 verified sales each, latest sale Sep 18, 2026. Methodology
Ranked across the 9 years with at least 10 verified sales. Years with fewer are in the table below but too thin to rank.
Porsche Cayman S Value by Model Year
| Year | Value today | Vs. original MSRP | Verified sales | For sale now |
|---|---|---|---|---|
| 2016 Cayman S | $60,734 | 93% | 13 | 2 |
| 2015 Cayman S | $40,855 | 63% | 17 | 2 |
| 2014 Cayman S | $70,858 | 109% | 56 | 27 |
| 2012 Cayman S | $43,819 | 71% | 5 · too few to rank | — |
| 2011 Cayman S | $55,946 | 92% | 16 | 2 |
| 2010 Cayman S | $41,200 | 68% | 23 | 1 |
| 2009 Cayman S | $32,034 | 53% | 26 | 5 |
| 2008 Cayman S | $25,857 | 44% | 51 | 21 |
| 2007 Cayman S | $31,084 | 53% | 86 | 34 |
| 2006 Cayman S | $24,961 | 42% | 154 | 59 |
Value today is DriveIndex's current value for each year, from verified sales. “Vs. original MSRP” compares it with the sticker price when new, not adjusted for inflation: 100% means it is worth exactly what it cost. Years with fewer than 10 verified sales are listed but not ranked.
Which Cayman S year is appreciating right now?
The table shows what each year is worth. Pro adds the direction: the live Value Signal for every year, how confident it is, a 1–5 year projection, and every sold price behind it. Collector adds the best months to buy and an estimated market-bottom date.
Or see the best months to buy with Collector ($39.99/month), or start with a free account.
Best Porsche Cayman S Year: Frequently Asked Questions
What is the best Porsche Cayman S year to buy?
There is no single best Porsche Cayman S year: the right one depends on your budget and what you want from the car. Across 447 verified sales, the 2006 is the most affordable at $24,961 and trades most often (154 verified sales). The 2014 has held its value best, now worth 109% of its original MSRP. The table on this page lists every model year with its value today, its value against its original MSRP and how many have sold.
Which Porsche Cayman S year is the cheapest?
The 2006 Porsche Cayman S is the most affordable year with enough verified sales to compare, currently valued at $24,961. The most valuable is the 2014, at $70,858.
Which Porsche Cayman S year holds its value best?
The 2014 Porsche Cayman S is now worth 109% of its original MSRP of $64,750, the best of the years with enough verified sales to compare. That compares today's value with the sticker price when new, not adjusted for inflation.
How much is a Porsche Cayman S worth?
Depending on the model year, a Porsche Cayman S is worth from $24,961 to $70,858 today, based on verified sales. Mileage, condition and options move any single car's price; each year's page shows its recent sales.
Which Porsche Cayman S year is appreciating?
This page shows what each year is worth today and how that compares with its original price. Whether each year is appreciating, stable or depreciating right now is DriveIndex's Value Signal, which Pro members see for every year along with a 1–5 year projection.